Sulfuric Acid → HCID 14698595, compound

HRID 846208Notes

Reaction equation

HRID 846208 reaction equation
[C:1]([C:3]([C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13](=[O:22])[C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=2)=[CH:8][CH:7]=1)([CH3:5])[CH3:4])#[N:2].S(=O)(=O)(O)[OH:24]>>[NH2:2][C:1]([C:3]([C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13](=[O:22])[C:14]2[CH:15]=[CH:16][C:17]([O:20][CH3:21])=[CH:18][CH:19]=2)=[CH:8][CH:7]=1)([CH3:5])[CH3:4])=[O:24]

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 14698596HCID 14698596, compound

Product 1

HCID 14698595HCID 14698595, compound

Procedure

5 g. N-[4-(1-Cyano-1-methylethyl)-phenyl]-4-methoxybenzamide (Example 27) are stirred for 20 hours at ambient temperature in 100 ml. concentrated sulphuric acid, poured on to ice, the precipitate is filtered off with suction, dissolved in hot glacial acetic acid, water added thereto until the commencement of turbidity and then left to cool. There are obtained 2.2 g. (42% of theory) of the title compound in the form of colourless crystals; m.p. 234°-235° C.

Workup

  1. filtrationthe precipitate is filtered off with suction
  2. dissolutiondissolved in hot glacial acetic acid
  3. additionwater added
  4. waituntil the commencement of turbidity and then left
  5. temperatureto cool
  6. customThere are obtained 2.2 g

Sources & evidence

ORD record
ord-f5e27edd7b3046fc8b07123cd5c28b19
Source dataset
uspto-grants-1992_08
Patent number
US05135949

Reaction notes

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